Triethylamine → 1-Buten-1-one, 2-phenyl-

HRID 2212794Notes

Reaction equation

HRID 2212794 reaction equation
[C:1]1([CH:7]([CH2:11][CH3:12])[C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C>C1COCC1>[CH2:11]([C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[C:8]=[O:9])[CH3:12]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 981732-Phenylbutyryl chloride

Product 1

HCID 1406901-Buten-1-one, 2-phenyl-Yield 70%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A THF solution of 2-phenyl butyryl chloride (55 g, 0.3 mol) was added dropwise to a mixture of triethyl amine (91 g, 0.9 mol) in THF under nitrogen atmosphere. After one hour, precipitated triethyl amine hydrochloride was filtered. Filtrate was distilled under reduced pressure and EPK was obtained (60–70° C./4 mmHg). Amount obtained was 30 g (yield was 70%).

Workup

  1. customprecipitated triethyl amine hydrochloride
  2. filtrationwas filtered
  3. distillationFiltrate was distilled under reduced pressure
  4. customEPK was obtained (60–70° C./4 mmHg)
  5. customAmount obtained

Sources & evidence

ORD record
ord-986109b3452946a1b6a0eafff3d32155
Source dataset
uspto-grants-2006_09
Patent number
US07105272B2

Reaction notes

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